
Apartment holiday rentals in Rutland
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Top-rated apartment rentals in Rutland
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Popular amenities for Rutland apartment rentals
Weekly apartment rentals

Relaxing in Rutland!
This was exactly as described. Very bright and clean with plenty of space. Will be back next year

49 River Street
Immaculate place. Everything you might need! Very charming town. Close to Green Mountain and Appalachian trail hiking. This was our second stay here and we love it. Also, definitely go to Sweet Birch coffee shop while in town. :)

Comfortable In Town Apartment
Great location in a quiet neighborhood outside of the center of Rutland. Close to Pine Hill Park for some good walking and easy access to all the amenities you'd want in a town. Apartment was clean and cozy. Kitchen was well stocked with supplies and overall the apartment felt very homey. A few confusingly placed light switches and design details but overall quite nice and would return.

Elm Street House
Absolutely lovely stay. The beds were incredibly comfortable, the house was really easy to get around in. Having a washer and dryer made life a lot easier, and it reminded me a lot of the house I grew up in, so I felt right at home!

Our Farmhouse Apartment - 1
Mark and Dianne were very accommodating and friendly. The suite was roomy, attractive and thoughtfully furnished. The kitchen was good-sized and easy to use. All the chairs and couches in the living room were comfortable with good lighting for working, reading and writing. The location was rural and quiet. Heating and cooling on the edge of summer were excellent.

Charming Killington get away with pool, sleeps 4
Great place to stay for the weekend! Super close to Pico and Kilington mountains. Would highly recommend!

A Hikers Retreat
Bernie’s place was perfect for our stay! We booked it for a last minute ski trip to Killington and the location was great. Although we didn’t dine out at all, the place was very close to town with restaurants and shops. It was just two of us so the space was great! Everything was very clean and well stocked. Would definitely stay here again!

Cozy One-Bedroom Retreat with Mountain Views
This was a wonderful spot for myself this past weekend! And had I been joined by my friend and Doggo as initially planned, it would have very comfortably accommodated the three of us. Casey was very prompt in responding to my inquiries before and during my stay. I will definitely reach out for availability the next time I visit the area…
Private apartment rentals

Modern Apartment in the Heart of Rutland Vermont
Great location for skiing in Killington. Very spacious and well appointed- we had everything we needed for a family of six. The apartment was easy to get to, parking was no problem. Tami was a great host - very responsive and helpful. Would definitely stay here again

Welcome to Ava's Place!
We had a very nice stay at Ava’s place. The place is very clean and cozy. It is also more spacious than we thought. Diane and Ava were very nice and left us with welcome gifts which we really enjoyed. The room had everything we need from coffee, tea, to fabric softer. The location is also convenient. It is about a 15 min drive to Okemo mountain resort and 18 min to Rutland with some dining options.

Green Mtns of VT/ 20 Min to Manchester and Rutland
My friend and I booked a stay here on Memorial Day weekend when it became clear our camping trip would be rained out. We had such a wonderful time at Dana’s place! The space was immaculate and the bedrooms were very comfortable. The skylights throughout provide natural light, which contributes to the calm atmosphere. Even though we weren’t able to camp, we were still able to make s’mores on the fire pit and got some great hiking in nearby. Dana was a wonderful attentive host, and provided great recommendations for things to do in the area. We would definitely return!

Sweet Retreat
Amanda’s place was great. It was nicely updated unlike most others. Everything was neat and clean. Great host. Highly recommend !!

Comfortable 3 bedrm. duplex 17 miles to Killington
We had a great trip staying at Tim’s Airbnb. We brought our little one and he was even so nice as to provide baby proofing materials for us! The place is very nice and looks exactly like the pictures. We felt right at home. The only minor complaint is that the shower curtain was a bit on the dirtier side. Otherwise we loved our stay and we appreciated how our host communicated in a timely manner with us. Would definitely stay again!

Cozy Ludlow Base for Exploring Okemo Valley
We enjoyed our stay at Carolina and Kevin’s place. The accommodations were exactly as described and very comfortable. The host’s were also very responsive and even recommended some places for us to visit while in town. Definitely recommend. Look forward to our next time in Vermont and our next stay.

Golden Milestone
We had the most fantastic stay with Sheila and Jeremy! The home was spotless and beautifully decorated. Sheila was a proactive and responsive communicator. But what stood out to us more than anything were the various thoughtful touches provided during our stay. We arrived late, after a long drive, and Sheila and Jeremy were there to meet us in person and help carry our bags inside. They had fresh muffins waiting and even left some snacks (cheese, crackers, grapes) in the fridge in case we hadn’t eaten dinner. They also provided coffee, tea, milk, honey, which was great in the mornings, and we so appreciated having access to the washer & dryer to do some laundry. Overall, we can’t say enough good things about our stay and we hope to return!

Beautiful private village apartment with king bed
The room was absolutely lovely! The bed was so comfy and I loved the little touches of the plush robes and face masks. We felt very relaxed and fancy. Was bummed we couldn’t try the local cuisine because everything was closed on the holiday weekend but I guess that just means we have to come back. ;) It was a great stay!
Apartment rentals with a hot tub

Cozy Quarters
We had the best time staying here for a ski weekend! Super convenient location. Clean and comfortable condo. Can’t go wrong! Heather is responsive and friendly.

Cozy Studio/Onsite Spa w/Pool,Hot tub
We loved staying in this cozy little room for the weekend. The spa was such a nice addition we went every day!

Mojo Dojo Winter Casa Condo at Mountain Green
What a perfect Killington rental! This unit has been wonderfully renovated to feel so cozy and aesthetically pleasing. The beds were super comfortable and the kitchen had everything we needed to cook a lovely dinner. The amenities at the club are also great with a newly renovated pool, steam room, hot tub, and saunas. A perfect weekend getaway and late season ski trip for our family. We can’t recommend this location enough!

Cozy Killington Condo
We loved how close the hot tub and pool were to the condo.

BearNecessities- AC, Pool, Hot Tub, Gym, Sauna
We loved our stay! The beds were extremely comfortable and the place was very clean. Would be a great spot to visit in the winter during ski season, excited to come back!

Hot Tub 2 br King Suite in Lake George
We had an excellent stay at Jills. The space was very clean and well equipped with everything needed. The Hot tub was very enjoyable. Jill was a wonderful host and went above and beyond to assure our stay was great!

New Resort Condo Close to Lifts
We had a great stay here. It has everything you need in a decent sized charming space. Would highly recommend.

Trailcreek 2 Bedroom Condo
The apartment was well furnished and fully equipped, with everything we needed, from kitchen essentials to seasonings, which made our stay very convenient. Everything was in working order, and the apartment was large and comfortable. The location was fantastic, just a short walk to the ski rentals and lifts, and a few minutes drive to restaurants. We really enjoyed the nearby hot tubs, pool and sauna. We had a wonderful experience and would definitely recommend this place. Howard was very responsive and pleasant. Thank you Howard.
Quick stats about flat rentals in Rutland
Total rentals
50 properties
Nightly prices starting at
₹4,304 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Lake George Expedition Park
- Fort Ticonderoga
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Hooper Golf Course
- Cozy Cottages & Otter Valley Winery
- Montshire Museum of Science
- Willard Mountain